An antibacterial hemostatic elastic wound dressing and a method of making the same
Patent Information
- Application Number
- CN202311505593.2
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Filing Date
- 2023-11-13
- Publication Date
- 2026-10-16
- Estimated Expiration
- 2043-11-13
AI Technical Summary
[0004]为了克服上述现有技术的缺点,本发明的目的在于提供一种抗菌止血弹性伤口敷料及其制备方法,以解决现有伤口敷料功能性单一、抗菌效果不佳、延展性不强、无法降解、积累毒性的技术问题
[0024] This invention relates to an antibacterial, hemostatic, and elastic wound dressing. It synthesizes a hydroxyl-terminated, biodegradable antibacterial and hemostatic polyester from polyols, polyacids, and anthraquinone derivatives. This hydroxyl-terminated biodegradable antibacterial and hemostatic polyester is then polymerized with humates, isocyanates, etc., to form the antibacterial, hemostatic, and elastic wound dressing. The selected anthraquinone derivatives are effective components of traditional Chinese medicines such as rhubarb, Polygonum cuspidatum, Polygonum multiflorum, Cassia tora, Salvia miltiorrhiza, senna leaf, aloe vera, and Lithospermum erythrorhizon. They are natural, non-toxic, and harmless, and can be extracted from plants, belonging to natural products. Introducing the anthraquinone derivatives into the biodegradable polyester synthesis chain endows the elastic wound dressing with a long-lasting bactericidal and hemostatic effect during use. Humic acid, as a highly bioactive natural polymer material, has excellent biostimulant properties, exhibiting hemostatic, anti-inflammatory, and blood-activating effects. The synergistic effect of the anthraquinone derivatives and humates in promoting wound healing is superior to the combined effect of both when used alone. Therefore, the wound dressing of the present invention introduces natural antibacterial substances into the material, which exert their effects slowly during the use of the material, without worrying about the accumulation of toxicity; and the antibacterial and hemostatic elastic wound dressing forms large network channels during the foaming stage, forming a porous, breathable, and elastic antibacterial and hemostatic wound dressing with good extensibility and biodegradability, which can be widely used in wound treatment and has great potential.
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Abstract
Description
Technical Field
[0001] This invention belongs to the field of polymer materials technology, specifically relating to an antibacterial, hemostatic, elastic wound dressing and its preparation method. Background Technology
[0002] The skin is the largest organ in the human body, protecting internal organs and tissues from external environmental influences and preventing the loss of various substances from the tissues. As the body's first natural barrier, it can resist the invasion of external bacteria, dust, and other contaminants, thus protecting the body. However, in daily life, skin damage is unavoidable due to physical impacts, chemical erosion, or bacterial infections. Without the protection of the skin, microbial infections combined with fluid loss can easily endanger life.
[0003] Skin wound healing is an extremely complex process, and bacterial infection or inflammation is unavoidable during this process. Commonly used wound dressings include adhesive bandages or gauze, but these have limited functionality and lack ideal wound dressing properties such as antibacterial properties, breathability, biocompatibility, hemostasis promotion, and tissue growth promotion. Most existing antibacterial wound dressings incorporate physically blended metal nanoparticles or antibiotics into the gauze. In the wound environment, the medication comes into direct contact with body fluids, resulting in poor breathability and a tendency for protein denaturation and accumulation, exacerbating inflammatory reactions at the contact site. Furthermore, long-term use of these antibacterial dressings can lead to cumulative toxicity from silver ions penetrating the body, low antibacterial durability, and non-degradable materials. Summary of the Invention
[0004] To overcome the shortcomings of the prior art, the present invention aims to provide an antibacterial, hemostatic, elastic wound dressing and its preparation method, thereby solving the technical problems of existing wound dressings, such as limited functionality, poor antibacterial effect, poor elasticity, non-degradability, and accumulation of toxicity. The antibacterial, hemostatic, elastic wound dressing prepared by the present invention possesses strong functionality, antibacterial and hemostatic properties, is completely degradable, and is naturally non-toxic, while also exhibiting good elasticity and breathability.
[0005] This invention is achieved through the following technical solution:
[0006] A method for preparing an antibacterial, hemostatic, elastic wound dressing, comprising:
[0007] 1) Mix polyacids, polyols and anthraquinone derivatives, add the first catalyst, and stir and heat to 150-170°C under a nitrogen atmosphere to carry out a dehydration condensation reaction; evacuate and heat to 200-210°C under sealed conditions to carry out a polymerization reaction, add small molecule diols for modification, and obtain hydroxyl-terminated biodegradable antibacterial hemostatic polyester.
[0008] 2) Mix hydroxyl-terminated biodegradable antibacterial hemostatic polyester, isocyanate, second catalyst, silicone oil, humate and water evenly, and let stand at 50-60℃ to foam and cure, so as to obtain antibacterial hemostatic elastic wound dressing.
[0009] 2. The method for preparing the antibacterial, hemostatic, elastic wound dressing according to claim 1, characterized in that, in step 1), the anthraquinone derivative has the structure of formula 1 or formula 2:
[0010]
[0011] Where: R1 = H, OH, OCH3, CH2OH or COOH; R2 = CH3 or H; R3 = H or OH.
[0012] Preferably, in step 1), the molar ratio of the polyacid, polyol, and anthraquinone derivative is 1:1:(0.2-0.3).
[0013] Preferably, in step 1), the polyacid is one or more of oxalic acid, malonic acid, succinic acid, adipic acid, octanoic acid, tartaric acid, malic acid, citric acid and ascorbic acid;
[0014] And / or, the polyol is one or more of ethylene glycol, butanediol, hexanediol, octanediol, hydroquinone, glycerol, trimethylolethane, trimethylolpropane, pentaerythritol, xylitol and sorbitol.
[0015] Preferably, in step 1), the first catalyst is one or more of tetrabutyl titanate, germanium dioxide, titanium dioxide, titanium butanediol, antimony trioxide, zinc acetate, zinc chloride, and manganese acetate, and the amount of the first catalyst used is 0.1% to 0.15% of the total mass of the polyol.
[0016] And / or, the small molecule diol is one or more of 1,2-ethylene glycol, 1,6-hexanediol and 1,8-octanediol, and the amount of the small molecule diol is 10% to 20% of the total mass of the polyol.
[0017] Preferably, in step 2), the mass ratio of the hydroxyl-terminated biodegradable antibacterial and hemostatic polyester, isocyanate, catalyst, silicone oil, humate, and water is 100:(80-140):(1.5-2.5):(1.5-2.0):(0.01-0.015):(3.0-4.5).
[0018] Preferably, in step 2), the isocyanate is toluene diisocyanate, isophorone diisocyanate, diphenylmethane diisocyanate, hexamethylene diisocyanate, or lysine diisocyanate.
[0019] Preferably, in step 2), the second catalyst includes an amine catalyst and an organotin catalyst. The amine catalyst includes a 33% triethylenediamine ethylene glycol solution or a 70% bis(dimethylaminoethyl) ether ethylenediamine solution. The organotin catalyst is stannous isooctanoate or dibutyltin dilaurate. The mass ratio of the amine catalyst to the organotin catalyst is 1:(0.5-2).
[0020] Preferably, in step 2), the silicone oil is one or more of silicone oil L-580, silicone oil DC5933, and silicone oil AK-158;
[0021] And / or, the humate is one or more of potassium fulvate and sodium fulvate.
[0022] An antibacterial, hemostatic, elastic wound dressing prepared using the method described above.
[0023] Compared with the prior art, the present invention has the following beneficial effects:
[0024] This invention relates to an antibacterial, hemostatic, and elastic wound dressing. It synthesizes a hydroxyl-terminated, biodegradable antibacterial and hemostatic polyester from polyols, polyacids, and anthraquinone derivatives. This hydroxyl-terminated biodegradable antibacterial and hemostatic polyester is then polymerized with humates, isocyanates, etc., to form the antibacterial, hemostatic, and elastic wound dressing. The selected anthraquinone derivatives are effective components of traditional Chinese medicines such as rhubarb, Polygonum cuspidatum, Polygonum multiflorum, Cassia tora, Salvia miltiorrhiza, senna leaf, aloe vera, and Lithospermum erythrorhizon. They are natural, non-toxic, and harmless, and can be extracted from plants, belonging to natural products. Introducing the anthraquinone derivatives into the biodegradable polyester synthesis chain endows the elastic wound dressing with a long-lasting bactericidal and hemostatic effect during use. Humic acid, as a highly bioactive natural polymer material, has excellent biostimulant properties, exhibiting hemostatic, anti-inflammatory, and blood-activating effects. The synergistic effect of the anthraquinone derivatives and humates in promoting wound healing is superior to the combined effect of both when used alone. Therefore, the wound dressing of the present invention introduces natural antibacterial substances into the material, which exert their effects slowly during the use of the material, without worrying about the accumulation of toxicity; and the antibacterial and hemostatic elastic wound dressing forms large network channels during the foaming stage, forming a porous, breathable, and elastic antibacterial and hemostatic wound dressing with good extensibility and biodegradability, which can be widely used in wound treatment and has great potential.
[0025] Furthermore, the raw materials used in the biodegradable antibacterial and hemostatic polyester of this invention are all non-toxic and harmless, belonging to aliphatic polyesters. The polyols, polyacids and functional groups of natural anthraquinone derivatives form easily hydrolyzable ester bonds, which can eventually be degraded into carbon dioxide and water, making it a biodegradable polymer material.
[0026] Furthermore, this invention uses fulvic acid, which has the strongest activity and the smallest molecular weight among humic acids. Detailed Implementation
[0027] To further understand the present invention, the present invention will be described below with reference to embodiments. These descriptions are only for further explaining the features and advantages of the present invention and are not intended to limit the claims of the present invention.
[0028] The method for preparing the antibacterial, hemostatic, elastic wound dressing of the present invention includes:
[0029] 1) Mix polyacids, polyols, and anthraquinone derivatives, add the first catalyst, and stir and heat to 150-170℃ under a nitrogen atmosphere to carry out a dehydration condensation reaction for 2-3 hours; remove the nitrogen atmosphere, evacuate, and heat to 200-210℃ under sealed conditions to carry out a polymerization reaction for 1.5-2 hours, while adding small molecule diols for modification until the reaction system becomes viscous. After cooling, add chloroform to dissolve it, and then pour it into ethanol to precipitate, thus obtaining a hydroxyl-terminated biodegradable antibacterial hemostatic polyester.
[0030] 2) Add hydroxyl-terminated biodegradable antibacterial hemostatic polyester, isocyanate, second catalyst, silicone oil, humate, and water to a foaming container at room temperature and pressure. Stir at 4500-5000 rpm / min until the mixture turns white. Pour the mixture into a mold and allow it to stand at 50-60°C to foam (foaming time is 10-15 seconds). Let it cure for 5-6 hours to obtain a biodegradable antibacterial hemostatic elastic dressing. Use a cutting machine to cut the dressing into the specified size and shape, and then sterilize and disinfect it to obtain an antibacterial hemostatic elastic wound dressing.
[0031] In step 1), the molar ratio of the polyacid, polyol, and anthraquinone derivative is 1:1:(0.2-0.3); the polyacid is one or more of oxalic acid, malonic acid, succinic acid, adipic acid, octanoic acid, tartaric acid, malic acid, citric acid, and ascorbic acid; the polyol is one or more of ethylene glycol, butanediol, hexanediol, octanediol, hydroquinone, glycerol, trimethylolethane, trimethylolpropane, pentaerythritol, xylitol, and sorbitol.
[0032] In step 1): the anthraquinone derivative is a natural polymer with the following structure:
[0033]
[0034] Where: R1 = H, OH, OCH3, CH2OH or COOH; R2 = CH3 or H; R3 = H or OH.
[0035] In step 1): the first catalyst is one or more of tetrabutyl titanate, germanium dioxide, titanium dioxide, titanium butanediol, antimony trioxide, zinc acetate, zinc chloride and manganese acetate, and the amount used is 0.1% to 0.15% of the total mass of the polyol.
[0036] In step 1): the small molecule diol is one or more of 1,2-ethylene glycol, 1,6-hexanediol and 1,8-octanediol, and the amount of small molecule diol used is 10% to 20% of the total mass of the polyol.
[0037] In step 2), the mass ratio of the hydroxyl-terminated biodegradable antibacterial and hemostatic polyester, isocyanate, catalyst, silicone oil, humate, and water is 100:(80-140):(1.5-2.5):(1.5-2.0):(0.01-0.015):(3.0-4.5).
[0038] In step 2), the isocyanate is a common isocyanate such as toluene diisocyanate, isophorone diisocyanate, diphenylmethane diisocyanate, hexamethylene diisocyanate, and lysine diisocyanate.
[0039] In step 2): the second catalyst includes an amine catalyst and an organotin catalyst. The amine catalyst includes a 33% triethylenediamine ethylene glycol solution or a 70% bis(dimethylaminoethyl) ether ethylenediamine solution. The organotin catalyst is stannous isooctanoate or dibutyltin dilaurate. The mass ratio of the amine catalyst to the organotin catalyst is 1:(0.5-2).
[0040] In step 2): the silicone oil is one or more of silicone oil L-580, silicone oil DC5933 and silicone oil AK-158.
[0041] In step 2): the humate is one or more of potassium fulvate and sodium fulvate.
[0042] Example 1
[0043] 1) Oxalic acid, ethylene glycol, and 1,3,8-trihydroxy-6-methylanthraquinone were added in a molar ratio of 1:1:0.2, along with 0.1% tetrabutyl titanate. Under a nitrogen atmosphere, the mixture was stirred and heated to 150°C for a dehydration condensation reaction for 2 hours. The nitrogen atmosphere was then removed, and a vacuum was applied. Under sealed conditions, the mixture was heated to 200°C for a polymerization reaction for 1.5 hours. Simultaneously, 10% 1,2-ethylene glycol was added for modification until the reaction system became viscous. After cooling, chloroform was added to dissolve the precipitate, which was then poured into ethanol to precipitate the hydroxyl-terminated biodegradable antibacterial and hemostatic polyester.
[0044] 2) Hydroxyl-terminated biodegradable antibacterial hemostatic polyester, toluene diisocyanate, catalyst, silicone oil L-580, potassium humate, and water are mixed in a mass ratio of 100:80:1.5:1.5:0.01:3.0, where the catalyst is a 33% triethylenediamine ethylene glycol solution and stannous isooctanoate (the mass ratio of the triethylenediamine ethylene glycol solution and stannous isooctanoate is 1:0.5). The mixture is added to a foaming container at room temperature and pressure and stirred at 4500 rpm / min until it turns white. The mixture is then poured into a mold and allowed to stand at 50°C to foam and cure for 5 hours to obtain a biodegradable antibacterial hemostatic elastic dressing. The dressing is then cut into specified sizes and shapes using a cutting machine and sterilized to obtain an antibacterial hemostatic elastic wound dressing.
[0045] Example 2
[0046] 1) Malonic acid, propylene glycol, and 1,3,8-trihydroxy-6-methoxyanthraquinone were added in a molar ratio of 1:1:0.22, along with 0.11% germanium dioxide. Under a nitrogen atmosphere, the mixture was stirred and heated to 154°C for a dehydration condensation reaction for 2.2 h. The nitrogen atmosphere was then removed, and a vacuum was applied. Under sealed conditions, the mixture was heated to 202°C for a polymerization reaction for 1.6 h. Simultaneously, 12% 1,2-ethylene glycol was added for modification until the reaction system became viscous. After cooling, chloroform was added to dissolve the precipitate, which was then poured into ethanol to precipitate the hydroxyl-terminated biodegradable antibacterial and hemostatic polyester.
[0047] 2) Hydroxyl-terminated biodegradable antibacterial hemostatic polyester, toluene diisocyanate, catalyst, silicone oil L-580, potassium humate, and water are mixed in a mass ratio of 100:92:1.7:1.6:0.011:3.3, where the catalyst is a 33% triethylenediamine ethylene glycol solution and stannous isooctanoate (the mass ratio of triethylenediamine ethylene glycol solution and stannous isooctanoate is 1:0.8). The mixture is added to a foaming container at room temperature and pressure and stirred at 4600 rpm / min until homogeneous and the system turns white. The mixture is then poured into a mold and allowed to stand at 52°C to foam and cure for 5.2 hours to obtain a biodegradable antibacterial hemostatic elastic dressing. The dressing is then cut into specified sizes and shapes using a cutting machine and sterilized to obtain an antibacterial hemostatic elastic wound dressing.
[0048] Example 3
[0049] 1) Succinic acid, butanediol, and 1,3,8-trihydroxy-6-hydroxymethylanthraquinone were added in a molar ratio of 1:1:0.24, along with 0.12% titanium dioxide. Under a nitrogen atmosphere, the mixture was stirred and heated to 158°C for a dehydration condensation reaction for 2.4 h. The nitrogen atmosphere was then removed, and a vacuum was applied. Under sealed conditions, the mixture was heated to 204°C for a polymerization reaction for 1.7 h. Simultaneously, 14% 1,6-hexanediol was added for modification until the reaction system became viscous. After cooling, chloroform was added to dissolve the precipitate, which was then poured into ethanol to precipitate the hydroxyl-terminated biodegradable antibacterial and hemostatic polyester.
[0050] 2) Hydroxyl-terminated biodegradable antibacterial and hemostatic polyester, isophorone diisocyanate, catalyst, silicone oil DC5933, potassium humate, and water are mixed in a mass ratio of 100:104:1.9:1.7:0.012:3.6, where the catalyst is a 33% triethylenediamine ethylene glycol solution and stannous isooctanoate (the mass ratio of the triethylenediamine ethylene glycol solution and stannous isooctanoate is 1:1.1). The mixture is added to a foaming container at room temperature and pressure and stirred at 4700 rpm / min until it turns white. The mixture is then poured into a mold and allowed to stand at 54°C to foam and cure for 5.4 hours to obtain a biodegradable antibacterial and hemostatic elastic dressing. The dressing is then cut into specified sizes and shapes using a cutting machine and sterilized to obtain an antibacterial and hemostatic elastic wound dressing.
[0051] Example 4
[0052] 1) Adipic acid, hexanediol, and 1,3-8-trihydroxy-6-carboxyanthraquinone were added in a molar ratio of 1:1:0.26, along with 0.13% titanium butanediol. Under a nitrogen atmosphere, the mixture was stirred and heated to 162°C for a dehydration condensation reaction for 2.6 h. The nitrogen atmosphere was then removed, and a vacuum was applied. Under sealed conditions, the mixture was heated to 206°C for a polymerization reaction for 1.8 h. Simultaneously, 16% 1,6-hexanediol was added for modification until the reaction system became viscous. After cooling, chloroform was added to dissolve the precipitate, which was then poured into ethanol to precipitate the hydroxyl-terminated biodegradable antibacterial and hemostatic polyester.
[0053] 2) Hydroxyl-terminated biodegradable antibacterial and hemostatic polyester, diphenylmethane diisocyanate, catalyst, silicone oil DC5933, sodium humate, and water are mixed in a mass ratio of 100:116:2.1:1.8:0.013:3.9, wherein the catalyst is a 70% ethylenediamine solution of bis(dimethylaminoethyl) ether and dibutyltin dilaurate (the mass ratio of the ethylenediamine solution of bis(dimethylaminoethyl) ether to dibutyltin dilaurate is 1:1.4). The mixture is added to a foaming container at room temperature and pressure and stirred at 4800 rpm / min until it is homogeneous and turns white. The mixture is then poured into a mold and allowed to stand at 56°C to foam and cure for 5.6 hours to obtain a biodegradable antibacterial and hemostatic elastic dressing. The dressing is then cut into specified sizes and shapes using a cutting machine and sterilized to obtain an antibacterial and hemostatic elastic wound dressing.
[0054] Example 5
[0055] 1) Oxalic acid, octanediol, and 1,2-dihydroxyanthraquinone were added in a molar ratio of 1:1:0.28, along with 0.14% antimony trioxide. Under a nitrogen atmosphere, the mixture was stirred and heated to 166°C for a dehydration condensation reaction for 2.8 h. The nitrogen atmosphere was then removed, and a vacuum was applied. Under sealed conditions, the mixture was heated to 208°C for a polymerization reaction for 1.9 h. Simultaneously, 18% 1,8-octanediol was added for modification until the reaction system became viscous. After cooling, chloroform was added to dissolve the precipitate, which was then poured into ethanol to precipitate the hydroxyl-terminated biodegradable antibacterial and hemostatic polyester.
[0056] 2) Hydroxyl-terminated biodegradable antibacterial and hemostatic polyester, hexamethylene diisocyanate, catalyst, silicone oil AK-158, sodium humate, and water are mixed in a mass ratio of 100:128:2.3:1.9:0.014:4.2, where the catalyst is a 70% ethylenediamine solution of bis(dimethylaminoethyl) ether and dibutyltin dilaurate (mass ratio 1:1.7). The mixture is added to a foaming container at room temperature and pressure and stirred at 4900 rpm / min until it turns white. The mixture is then poured into a mold and allowed to stand at 58°C to foam and cure for 5.8 hours to obtain a biodegradable antibacterial and hemostatic elastic dressing. The dressing is then cut into the specified size and shape using a cutting machine and sterilized to obtain an antibacterial and hemostatic elastic wound dressing.
[0057] Example 6
[0058] 1) Citric acid, hydroquinone, and 1,2,3,4-tetrahydroxyanthraquinone were added in a molar ratio of 1:1:0.3, along with 0.15% zinc acetate. Under a nitrogen atmosphere, the mixture was stirred and heated to 170°C for a dehydration condensation reaction for 3 hours. The nitrogen atmosphere was then removed, and the mixture was evacuated and heated to 210°C under sealed conditions for a polymerization reaction for 2 hours. Simultaneously, 20% 1,8-octanediol was added for modification until the reaction system became viscous. After cooling, chloroform was added to dissolve the precipitate, which was then poured into ethanol to precipitate the hydroxyl-terminated biodegradable antibacterial and hemostatic polyester.
[0059] 2) Hydroxyl-terminated biodegradable antibacterial and hemostatic polyester, lysine diisocyanate, catalyst, silicone oil AK-158, sodium humate, and water are mixed in a mass ratio of 100:140:2.5:2.0:0.015:4.5, where the catalyst is a 70% ethylenediamine solution of bis(dimethylaminoethyl) ether and dibutyltin dilaurate (the mass ratio of the ethylenediamine solution of bis(dimethylaminoethyl) ether to dibutyltin dilaurate is 1:2). The mixture is added to a foaming container at room temperature and pressure and stirred at 5000 rpm / min until it turns white. The mixture is then poured into a mold and allowed to stand at 60°C to foam and cure for 6 hours to obtain a biodegradable antibacterial and hemostatic elastic sponge. The sponge is then cut into specified sizes and shapes using a cutting machine and sterilized to obtain an antibacterial and hemostatic elastic wound dressing.
[0060] Degradation, antibacterial, and healing-promoting properties of antibacterial and hemostatic elastic wound dressings were tested.
[0061] 1) Degradation performance test
[0062] The degradation ability of the antibacterial hemostatic elastic wound dressings prepared in Examples 1 to 6 was determined under the same environment and at the same time. The specific experimental results are shown in Table 1.
[0063] As shown in Table 1, in Examples 1-6, all antibacterial hemostatic elastic wound dressings degraded slowly after 30 days of degradation reaction, with similar degradation rates and a weight loss rate of less than 10%. As time increased, the degradation rate accelerated, and the degradation rate reached more than 74% after 90 days.
[0064] Table 1 Weight loss rate of antibacterial, hemostatic, elastic wound dressings
[0065]
[0066] 2) Antibacterial performance test
[0067] The antibacterial rate of each antibacterial, hemostatic, elastic wound dressing in the examples was estimated using the plate diffusion method. The specific method is as follows: Staphylococcus aureus was selected, and the bacterial suspension was diluted to a bacterial concentration of 1.0 × 10⁻⁶. 5The concentration was set to cfu / mL, and the sterilized sample was then placed into the diluted bacterial suspension.
[0068] Different antibacterial, hemostatic, and elastic wound dressings were placed in a bacterial suspension and shaken at 130 rpm at 37°C for 48 hours in a constant-temperature shaker. After 24 hours of incubation, the bacterial suspensions were spread onto agar plates, and visible colonies formed on the agar plates after 24 hours of incubation at 37°C.
[0069] The inhibition rate can be quantitatively estimated by counting bacterial colonies. The antibacterial performance of a sample can be characterized by the inhibition rate, and the specific calculation method is shown in the following formula.
[0070]
[0071] The antibacterial performance data of Examples 1 to 6 are shown in Table 2. Among them, the antibacterial rate of Examples 2 and 3 reached more than 95%; the antibacterial rate of Examples 1, 4, 5 and 6 were all more than 90%, indicating that the prepared antibacterial hemostatic elastic wound dressing has good antibacterial performance.
[0072] Table 2 Antibacterial rates of different embodiments
[0073]
[0074] 3) Wound healing test
[0075] Mice were anesthetized before the experiment, and the hair on their backs was removed using an electric shaver. The surgical area on the backs of the mice was disinfected with a 75% alcohol solution, and then a strip wound approximately 15 mm long and 3 mm wide was created on the back of each mouse. A pre-prepared antibacterial, hemostatic, and elastic wound dressing was then applied to the wound. The control group received wounds treated with medical gauze. The area of each wound treated with different antibacterial, hemostatic, and elastic wound dressings (wound area denoted as A) was measured and calculated using ImageJ software on days 0, 7, and 14. * The initial wound area is A0. The formula for calculating the wound area is shown below.
[0076]
[0077] Table 3. Wound healing rate of different antibacterial, hemostatic, and elastic wound dressings.
[0078]
[0079] The wound healing performance data of Examples 1-6 are shown in Table 3, while the control group consisted of ordinary gauze. Initially, the wound healing rates of Examples 1-6 and the control group were not significantly different within day 0; at day 7, the wound healing rate of Examples 1-6 reached over 60%; and at day 14, the wound healing rate was over 90%, indicating that the prepared antibacterial hemostatic elastic wound dressing has a good ability to promote wound healing.
[0080] The antibacterial and hemostatic elastic wound dressing disclosed in this invention can be completely degraded after being exposed to the natural environment. In addition, it has antibacterial, breathable, flexible and wound-healing properties during the use of the material.
[0081] The above content is only for illustrating the technical concept of the present invention and should not be construed as limiting the scope of protection of the present invention. Any modifications made to the technical solution based on the technical concept proposed in this invention shall fall within the scope of protection of the claims of this invention.
Claims
1. A method for preparing an antibacterial, hemostatic, elastic wound dressing, characterized in that, include: 1) Mix polybasic acid, polyol and anthraquinone derivative, add the first catalyst, and carry out dehydration condensation reaction by stirring and heating to 150~170℃ under nitrogen atmosphere; Under vacuum and sealed conditions, a polymerization reaction is carried out at 200-210℃. A small-molecule diol is added for modification to obtain a hydroxyl-terminated, biodegradable antibacterial and hemostatic polyester. The molar ratio of the polyacid, polyol, and anthraquinone derivative is 1:1:(0.2-0.3). The polyacid is oxalic acid, malonic acid, succinic acid, adipic acid, octanoic acid, or citric acid. The polyol is ethylene glycol, butanediol, hexanediol, octanediol, or hydroquinone. The small-molecule diol is 1,2-ethylene glycol, 1,6-hexanediol, or 1,8-octanediol. The amount of the small-molecule diol is 10%-20% of the total mass of the polyol. The structure of the anthraquinone derivative is as shown in Formula 1 or Formula 2. Formula 1 Formula 2 Where: R1 = H, OH, OCH3, CH2OH or COOH; R2 = CH3 or H; R3 = H or OH; 2) A hydroxyl-terminated biodegradable antibacterial hemostatic polyester, isocyanate, a second catalyst, silicone oil, humate, and water are mixed evenly and allowed to stand at 50-60°C to foam and cure, thereby obtaining an antibacterial hemostatic elastic wound dressing; the mass ratio of the hydroxyl-terminated biodegradable antibacterial hemostatic polyester, isocyanate, second catalyst, silicone oil, humate, and water is 100:(80-140):(1.5-2.5):(1.5-2.0):(0.01-0.015):(3.0-4.5); the second catalyst includes an amine catalyst and an organotin catalyst, the amine catalyst being a 33% triethylenediamine ethylene glycol solution or a 70% bis(dimethylaminoethyl) ether ethylenediamine solution, and the organotin catalyst being stannous isooctanoate or dibutyltin dilaurate, the mass ratio of the amine catalyst to the organotin catalyst being 1:(0.5-2).
2. The method for preparing the antibacterial, hemostatic, elastic wound dressing according to claim 1, characterized in that, In step 1), the first catalyst is one or more of tetrabutyl titanate, germanium dioxide, titanium dioxide, titanium butanediol, antimony trioxide, zinc acetate, zinc chloride and manganese acetate, and the amount of the first catalyst used is 0.1% to 0.15% of the total mass of the polyol.
3. The method for preparing the antibacterial, hemostatic, elastic wound dressing according to claim 1, characterized in that, In step 2), the isocyanate is toluene diisocyanate, isophorone diisocyanate, diphenylmethane diisocyanate, hexamethylene diisocyanate, or lysine diisocyanate.
4. The method for preparing the antibacterial, hemostatic, elastic wound dressing according to claim 1, characterized in that, In step 2), the silicone oil is one or more of silicone oil L-580, silicone oil DC5933, and silicone oil AK-158; And / or, the humate is one or more of potassium fulvate and sodium fulvate.
5. An antibacterial, hemostatic, elastic wound dressing prepared by any one of claims 1-4.
Citation Information
Patent Citations
Degradable polyurethane foam dressing and preparation method thereof
CN110974998A